Potassium Hydroxide → 4-{[1,1'-Biphenyl]-4-yl}butanoic acid

HRID 2352573Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2352573
[C:1]1([C:7]2[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][CH2:15][C:16]([O:18]CC)=[O:17])=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+]>C(O)C.O>[C:1]1([C:7]2[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[CH:9][CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

5

Edukt 2

HCID 14797Potassium HydroxideHCID 19843451Ethyl 4-([1,1'-biphenyl]-4-yl)butanoate

Produkt 1

HCID 111392304-{[1,1'-Biphenyl]-4-yl}butanoic acidAusbeute 97,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

A solution of ethyl 4-(4-phenylphenyl)butanoate (21.0 g) and potassium hydroxide (9.65 g) in ethanol (50 ml) and water (50 ml) was heated under reflux for 2 hours. The resulting mixture was allowed to cool, diluted with water (150 ml), washed with ether (x2), acidified with concentrated hydrochloric acid, and extracted with ether. The extracts were washed with water, dried and concentrated to give crude 4-(4-phenylphenyl)butanoic acid [(3), 18.28 g] as a white solid, m.p. 111°-113° C. (D. H. Hey and R. Wilkinson, J. Chem. Soc., 1940, 1030, give a m.p. of 118°-119° C. for this acid).

Aufarbeitung

  1. temperatureunder reflux for 2 hours
  2. temperatureto cool
  3. washwashed with ether (x2)
  4. extractionextracted with ether
  5. washThe extracts were washed with water
  6. customdried
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-c681ead0eda746aa8570a9e5697af6f5
Quelldatensatz
uspto-grants-1989_10
Patentnummer
US04877811

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